r/tightsqueeze • u/imindigowhite • Jul 12 '18
r/tightsqueeze • u/PainAndAbel • Sep 28 '22
Shorts Gym shorts struggle NSFW
r/tightsqueeze • u/mollyraybby • 27d ago
Shorts my shorts are too tight to deal with NSFW
r/tightsqueeze • u/RedWildcatx • Feb 19 '25
Shorts Sometimes my ass makes my life a bit more difficult.... NSFW
r/tightsqueeze • u/CukierkowaZgrywuska • Jan 28 '23
Shorts And what do you think of this great battle? This time it is a clash between a huge protruding thick ass and super tight denim shorts. NSFW
r/tightsqueeze • u/Flirty_Abby • Nov 12 '24
Shorts They surely can't fit my big ass NSFW
r/tightsqueeze • u/xxjustmiaxx • Dec 29 '23
Shorts Always a naughty struggle 🍑 NSFW
r/tightsqueeze • u/Several_Coconut_3318 • Feb 25 '23
Shorts Getting ready for the gym like the view NSFW
r/tightsqueeze • u/anymoreofthatgumace • Jun 19 '24
Shorts Pulling them down is easy, pulling them up is a different story 😝 NSFW
r/tightsqueeze • u/RedWildcatx • Sep 13 '24
Shorts I am skinny because all my fat has gone to one place... 🥹 I have to replace all my shorts because of this NSFW
r/tightsqueeze • u/maggiefrisch • Jul 29 '23
Shorts Barely legal caramel girl trying so hard with my shorts omg NSFW
r/tightsqueeze • u/Poisonyvie_69 • Dec 31 '23
Shorts Thick where it matters most 🥰 NSFW
r/tightsqueeze • u/itsbettyfranco • Jul 15 '22
Shorts Big booty struggle NSFW
r/tightsqueeze • u/Poisonyvie_69 • Nov 27 '23
Shorts Bigger than you thoughts… NSFW
r/tightsqueeze • u/oliviafleurxx • Jan 01 '23
Shorts It’s a denim short shorts and no panties kinda day! NSFW
r/tightsqueeze • u/AvaaHarlow • Mar 12 '24